تفاعل #4319

ord-9fc3086f133b4cb882634b634e570ee1

معادلة التفاعل

CC(C)NCCS(=O)c1ccccc1
N-[2-(phenylsulfinyl)ethyl]-2-propanamine
O=C(n1ccnc1)n1ccnc1
1,1'-carbonyldiimidazole
CCN(CC)CCN
N,N-diethylethylenediamine
CCN(CC)CCNC(=O)N(CCS(=O)c1ccccc1)C(C)C
oil
المردود 55.9%
CCN(CC)CCNC(=O)N(CCS(=O)c1ccccc1)C(C)C
N'-[2-(Diethylamino)ethyl]-N-(1-methylethyl)-N-[2-(phenylsulfinyl)ethyl]urea
المردود 55.9%

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    درجة الحرارةthe mixture was refluxed for 16 hr
  2. 2
    أخرىThe solvent was removed in vacuo
  3. 3
    workup.DISSOLUTIONthe residue was dissolved in ether
  4. 4
    استخلاصThe ether solution was extracted with several portions of water
  5. 5
    استخلاصThe aqueous extract
  6. 6
    استخلاصwas extracted with ether
  7. 7
    تجفيفThe organic solution was dried over magnesium sulfate
  8. 8
    أخرىthe solvent was removed in vacuo
  9. 9
    أخرىto give an oil

الإجراء التجريبي

A mixture of 4.70 g (0.029 mole) of 1,1'-carbonyldiimidazole- and 3.07 g (0.0265 mole) of N,N-diethylethylenediamine in 400 ml of tetrahydrofuran was stirred at room temperature for 1 hr. A solution of 8.00 g (0.0245 mole) of N-[2-(phenylsulfinyl)ethyl]-2-propanamine in 50 ml of tetrahydrofuran was added, and the mixture was refluxed for 16 hr. The solvent was removed in vacuo, and the residue was dissolved in ether. The ether solution was extracted with several portions of water. The aqueous extract was extracted with ether and then with methylene chloride; these organic extracts were combined with the original ether solution. The organic solution was dried over magnesium sulfate, and the solvent was removed in vacuo to give an oil. Flash chromatography on silica gel (methanol) gave 4.84 g (55.9%) of oil:

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US04724235uspto-grants-1988_02